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7-Day Scenic Road Trip from Simpsonville, SC to Bar Harbor, ME
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7-Day Scenic Road Trip from Simpsonville, SC to Bar Harbor, ME
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Day 1: Mountain Views
Asheville, NC on June 9, 2025
8:00am
Breakfast at Tupelo Honey
Enjoy a southern-style breakfast at Tupelo Honey, known for its creative menu featuring locally sourced ingredients.
USD20, 1h
9:30am
Blue Ridge Parkway Drive
Take a scenic drive along the Blue Ridge Parkway to soak in stunning mountain views and wildflower-lined roads.
Free, 3h
1:00pm
Lunch at Cúrate
Savor authentic Spanish tapas at Cúrate, a highly rated eatery providing a variety of unique small plates.
USD30, 1.5h
3:00pm
Visit the Asheville Art Museum
Explore contemporary American art and regional works at the Asheville Art Museum; open daily 10am-5pm.
USD15, 1.5h
6:00pm
Dinner at Rhubarb
Relax with a farm-to-table dinner at Rhubarb, offering seasonal dishes highlighting local produce.
USD40, 1.5h
Find Hotels in Asheville
Day 2: Cultural Exploration
Roanoke, VA on June 10, 2025
7:30am
Breakfast at Scratch Biscuit Company
Start your day with hearty biscuits and unique biscuit sandwiches at this beloved local spot.
USD15, 1h
9:00am
Mill Mountain Star & Park
Climb or drive up to Mill Mountain to see the iconic star and enjoy panoramic views of Roanoke; park open from dawn to dusk.
Free, 2h
12:00pm
Lunch at Local Roots
Taste farm-fresh, seasonal dishes in a cozy, art-filled environment at Local Roots.
USD25, 1h
1:30pm
Taubman Museum of Art
Visit the modern Taubman Museum showcasing American art and regional pieces, open 10am-5pm.
USD12, 1.5h
5:00pm
Drive to Washington, D.C.
Depart Roanoke in the late afternoon and drive approximately 3.5 hours to Washington, D.C.
Fuel approx USD40, 3.5h
8:30pm
Dinner at Founding Farmers
Enjoy comforting farm-to-table American dishes at Founding Farmers, open until 10pm.
USD35, 1.5h
Find Hotels in Roanoke
Day 3: Historic Monuments
Washington, D.C. on June 11, 2025
7:30am
Breakfast at Le Diplomate
Start the day with a Parisian-style breakfast at Le Diplomate, a charming French bistro.
USD25, 1h
9:00am
National Mall Walking Tour
Visit iconic landmarks such as the Lincoln Memorial, Washington Monument, and the WWII Memorial; best experienced in the morning to avoid crowds.
Free, 3h
12:30pm
Lunch at Old Ebbitt Grill
Dine at historic Old Ebbitt Grill, offering classic American fare near the White House.
USD30, 1h
2:00pm
Smithsonian National Air and Space Museum
Explore the extensive collection of aircraft and space artifacts, open 10am-5:30pm.
Free, 2h
5:30pm
Dinner at Rasika
Experience upscale Indian cuisine at Rasika, featuring innovative dishes in a contemporary setting.
USD40, 1.5h
Find Hotels in Washington
Day 4: City Sights
Philadelphia, PA on June 12, 2025
7:00am
Early Breakfast at Cafe La Maude
Enjoy a French-Lebanese inspired breakfast at Cafe La Maude, perfect before exploring Philadelphia.
USD20, 1h
9:00am
Liberty Bell & Independence Hall
Visit these iconic sites of American history, opening at 9am; tickets for Independence Hall timed entry, free but reserve ahead.
Free, 2h
12:00pm
Lunch at Reading Terminal Market
Sample diverse local foods and specialties in the vibrant Reading Terminal Market.
USD25, 1h
1:30pm
Philadelphia Museum of Art & Rocky Steps
Visit the renowned museum featuring classical and modern art; museum open 10am-5pm.
USD20, 2h
5:30pm
Drive to New York City
Depart Philadelphia and drive about 2 hours to New York City for overnight stay.
Fuel approx USD30, 2h
8:00pm
Dinner at Carmine’s
Share family-style Italian dishes at Carmine’s Times Square, open until 11pm.
USD40, 1.5h
Find Hotels in Philadelphia
Day 5: Urban Adventure
New York City, NY on June 13, 2025
8:00am
Breakfast at Ess-a-Bagel
Try classic New York bagels with a variety of cream cheese spreads at Ess-a-Bagel.
USD10, 0.5h
9:00am
Central Park Exploration
Walk or bike through Central Park to see landmarks like Bethesda Fountain and Bow Bridge; park open 6am-1am.
Free, 2h
11:30am
Visit the Museum of Modern Art (MoMA)
Explore one of the world’s largest modern art collections; open 10:30am-5:30pm.
USD25, 2h
2:00pm
Lunch at Eataly NYC Flatiron
Enjoy authentic Italian food in a lively marketplace setting.
USD30, 1h
3:30pm
Walk the High Line
Stroll along the elevated urban park built on a historic rail line, offering views and gardens; open 7am-10pm.
Free, 1.5h
6:00pm
Dinner at The Smith
Casual American fare with a vibrant atmosphere in the East Village.
USD35, 1.5h
Find Hotels in New York City
Day 6: Coastal Charm
Portland, ME on June 14, 2025
7:00am
Breakfast at Standard Baking Co.
Enjoy fresh pastries and coffee at this popular local bakery.
USD15, 1h
9:00am
Explore Old Port District
Walk through this historic waterfront district known for boutiques, galleries, and cobblestone streets.
Free, 2h
11:30am
Casco Bay Ferry Ride
Take a scenic ferry ride to one of the nearby islands for coastal views and nature, operating 9am-5pm during summer.
USD25, 2h
2:00pm
Lunch at Eventide Oyster Co.
Savor fresh oysters and New England seafood specialties at this acclaimed eatery.
USD35, 1h
3:30pm
Visit Portland Head Light
Drive 15 minutes to visit Maine’s oldest lighthouse located in Fort Williams Park; open daily and free to explore.
Free, 1h
6:00pm
Dinner at Fore Street
Dine at Fore Street for farm-to-table seafood and local dishes with an open kitchen ambiance.
USD45, 1.5h
Find Hotels in Portland
Day 7: Nature and Relaxation
Bar Harbor, ME on June 15, 2025
7:30am
Breakfast at Cafe This Way
Enjoy a hearty breakfast with varied options in this cozy local cafe known for friendly service.
USD20, 1h
9:00am
Acadia National Park Tour
Explore highlights including Cadillac Mountain, Jordan Pond, and the Park Loop Road; park open 24/7, visitor center 8am-5pm.
USD30 (park pass), 4h
1:30pm
Lunch at Jordan Pond House
Enjoy traditional popovers and tea with views of Jordan Pond; open 11am-5pm during summer.
USD30, 1h
3:00pm
Stroll Bar Harbor Waterfront
Walk along the quaint waterfront with shops, galleries, and scenic views of Frenchman Bay.
Free, 1.5h
6:00pm
Dinner at Havana
Wrap up your trip with Latin-inspired dishes at Havana, a well-regarded restaurant known for vibrant flavors.
USD40, 1.5h
Find Hotels in Bar Harbor
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Itinerary created by
Plantrip Team
June 8, 2025
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